Aromatic diamines and their use as polycondensation components for the manufacture of polyamide, polyamide-imide and polyimide polymers

Abstract

New polynuclear aromatic diamines, such as 2,2'-di-(p-aminophenoxy)-biphenyl, a process for their manufacture and their use as polycondensation components for the manufacture of polyamide, polyamide-imide and polyimide polymers are described. The polymers obtained with the aromatic diamines according to the invention are readily soluble and can also be processed from the melt and are distinguished by good thermal, electrical and/or mechanical properties.

What is claimed is: 
     
       1. A polyamide, a polyamide-amide-acid or a polyamide-acid which consists of 1 to 100 mol% of structural elements of the formula VI ##STR16## and of 0 to 99 mol% of structural elements of the formula VII ##STR17## in which the NH groups in formula VI independently of one another are bonded to the benzene nucleus in the o-, m- or p-position and the individual m, n, R and R 1  independently of one another have the following meanings: m and n denote the number 1 or 2, R denotes an aliphatic radical with at least two carbon atoms or a cycloaliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical, the carbonamide groups and carboxyl groups being bonded to different carbon atoms and, if R denotes a cyclic radical and at least one of m and n denotes the number 2, the carboxyl groups each being in the ortho-position relative to a carbonamide group, and R 1  denotes an aliphatic radical with at least two carbon atoms or a cycloaliphatic, araliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical, and also the corresponding derivative which has been cyclised to the imide. 
     
     
       2. A polyamide, a polyamide-amide-acid or a polyamide-acid according to claim 1, which consists of 100 mol% of structural elements of the formula VI, in which R represents a benzene ring or an unsubstituted alkylene group with 4-10 carbon atoms when m and n=1, a benzene ring when m=1 and n=2 and a benzene ring or the benzophenone ring system when m and n=2, as well as the corresponding derivative which has been cyclised to the imide. 
     
     
       3. A polyamide, a polyamide-amide-acid or a polyamide-acid according to claim 1, which consists of 5-80 mol% of structural elements of the formula VI and 20-95 mol% of structural elements of the formula VII, in which R denotes a benzene ring or an unsubstituted alkylene group with 4-10 carbon atoms when m and n=1, a benzene ring when m=1 and n=2 and a benzene ring or the benzophenone ring system when m and n=2, and R 1  denotes an unsubstituted alkylene group with 2-12 carbon atoms and in particular the 1,3- or 1,4-phenylene group, the 4,4'-diphenyl ether radical or the 4,4'-diphenylmethane radical, as well as the corresponding derivative which has been cyclised to the imide. 
     
     
       4. A polyamide-amide-acid or a polyamide-acid according to claim 1, which consists of 5-50 mol% of structural elements of the formula VI and 50-95 mol% of structural elements of the formula VII, in which m denotes 1, n denotes 2 and R denotes a benzene ring, or m and n denote 2 and R denotes a benzene ring or the benzophenone ring system, and R 1  denotes the 1,3-phenylene group, the 4,4'-diphenyl ether radical or the 4,4'-diphenylmethane radical, as well as the corresponding derivative which has been cyclised to the imide. 
     
     
       5. A polyamide according to claim 1, which consists of 5-50 mol% of structural elements of the formula VI and 50-95 mol% of structural elements of the formula VII, in which m and n denotes 1, R denotes a benzene ring and R 1  denotes the 1,3-phenylene group, an unsubstituted alkylene group with 4-10 carbon atoms, the 4,4'-diphenylmethane radical or the 4,4'-diphenyl ether radical. 
     
     
       6. A polyamide-acid according to claim 1, which consists of 5-50 mol% of structural elements of the formula VI and 50-95 mol% of structural elements of the formula VII, in which the NH groups in formula VI are each bonded to the benzene ring in the p-position, m and n represent the number 2, R represents the benzophenone ring system and R 1  represents the 4,4'-diphenyl ether radical. 
     
     
       7. A polyamide according to claim 1, which consists of 5-50 mol% of structural elements of the formula VI and 50-95 mol% of structural elements of the formula VII, in which the NH groups in formula VI are each bonded to the benzene ring in the p-position, m and n represent the number 1 and R and R 1  each represent the 1,3-phenylene group.